19 days in Long Island Itinerary

19 days in Long Island Itinerary

Created using Inspirock Long Island trip maker

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Route & dates

19 days in Long Island Itinerary

Start: Newark
Drive:  2​h 15​min
1
Riverhead
— 4 nights
Drive:  3​h
2
Ocean Beach, Fire Island
— 3 nights
Drive:  3​h 45​min
3
Montauk
— 6 nights
Drive:  2​h
4
Centerport
— 5 nights
Drive:  1​h 30​min
End: Newark

4
nights
Riverhead

Riverhead ©
Riverhead is a town within Suffolk County, New York, on the north shore of Long Island. Your itinerary includes some good beach time at Cupsogue Beach County Park and Meschutt Beach. Give yourself a bit of retail therapy at Tanger Outlets and Amazing Olive. Explore Riverhead's surroundings by going to Patchogue (Fire Island National Seashore & Kilwins). There's still lots to do: enjoy the sand and surf at Cooper's Beach, admire the masterpieces at Parrish Art Museum, learn about winemaking at Martha Clara Vineyards, and observe the fascinating underwater world at Long Island Aquarium.

To find photos, reviews, traveler tips, and other tourist information, you can read our Riverhead online trip planner .

Newark to Riverhead is an approximately 2-hour car ride. Expect little chillier evenings in Riverhead when traveling from Newark in August, with lows around 60°F. Finish up your sightseeing early on the 16th (Fri) so you can travel to Ocean Beach.

Things to do in Riverhead

Parks Beaches Outdoors

Side Trips

Patchogue, Hampton Bays, Cupsogue Beach County Park, Room Escape Games, Sannino Bella Vita Vineyard
Highlights from your plan
Cupsogue Beach County Park ©
Cupsogue Beach County Park
Ponquogue Beach ©
Ponquogue Beach
Parrish Art Museum ©
Parrish Art Museum

3
nights
Ocean Beach, Fire Island

Ocean Beach ©
Ocean Beach is a village in the southern part of the Town of Islip, on Fire Island, within Suffolk County, New York, United States.The Incorporated Village of Ocean Beach is a popular tourist destination, due to its beachfront location accompanied by a commercial district featuring nightlife, hotels, bayfront restaurants and a variety of stores. Relax by the water at Kismet Beach and Ocean Beach. There's lots more to do: enjoy the sea views from Fire Island Lighthouse, go for a stroll along the water at Sailors Haven Visitor Center, walk around Robert Moses State Park, and delve into the lush surroundings at The Sunken Forest.

For ratings, where to stay, traveler tips, and other tourist information, go to the Ocean Beach driving holiday planning tool .

Traveling by car from Riverhead to Ocean Beach takes 1.5 hours. Plan for a bit warmer nights when traveling from Riverhead in August since evenings lows in Ocean Beach dip to 66°F. Wrap up your sightseeing on the 19th (Mon) early enough to travel to Montauk.

Things to do in Ocean Beach

Parks Beaches Outdoors

Side Trips

Fire Island, Kismet Beach
Highlights from your plan
Robert Moses State Park ©
Robert Moses State Park
Fire Island Lighthouse ©
Fire Island Lighthouse
Sailors Haven Visitor Center ©
Sailors Haven Visitor Center

6
nights
Montauk

Montauk ©
Montauk is a census-designated place (CDP) that includes the hamlet with the same name located in the town of East Hampton in Suffolk County, New York, on the eastern end of the South Shore of Long Island. Visit Gin Beach and Orient Beach State Park for some beach relaxation. You'll explore and learn at Oysterponds Historical Society and Custom House Museum. Explore the numerous day-trip ideas around Montauk: Wolffer Estate Vineyard (in Sagaponack), East Hampton (Guild Hall & Round Swamp Farm) and Sag Harbor (First Presbyterian/Old Whaler's Church & Sag Harbor Whaling and Historical Museum). The adventure continues: visit a coastal fixture at Montauk Point Lighthouse, immerse yourself in nature at Montauk Point State Park, see the interesting displays at The Leiber Collection, and take a stroll through Main Beach.

For more things to do, traveler tips, other places to visit, and other tourist information, read Montauk travel planner.

Traveling by car from Ocean Beach to Montauk takes 2.5 hours. August in Montauk sees daily highs of 79°F and lows of 66°F at night. Finish your sightseeing early on the 25th (Sun) so you can travel to Centerport.

Things to do in Montauk

Parks Outdoors Beaches

Side Trips

East Hampton, Sag Harbor, Orient, Wolffer Estate Vineyard
Highlights from your plan
Montauk Point Lighthouse ©
Montauk Point Lighthouse
Oysterponds Historical Society ©
Oysterponds Historical Society
Guild Hall ©
Guild Hall

5
nights
Centerport

Centerport ©
Centerport is a hamlet and census-designated place (CDP) in Suffolk County, New York, United States, on the notably affluent North Shore of Long Island. Museum-lovers will get to explore Vanderbilt Museum and Planetarium and Sagamore Hill National Historic Site. Give yourself a bit of retail therapy at St. James General Store and Roosevelt Field. Change things up with these side-trips from Centerport: Setauket Neighborhood House (in Setauket), Freeport's Nautical Mile (in Freeport) and Jones Beach State Park (in Wantagh). And it doesn't end there: kick back and relax at Long Beach, appreciate the history behind Argyle Park, examine the collection at 20th Century Cycles, and contemplate the long history of Old Bethpage Village Restoration.

To see maps, ratings, more things to do, and more tourist information, refer to the Centerport trip itinerary planner.

Traveling by car from Montauk to Centerport takes 2 hours. In August, daytime highs in Centerport are 82°F, while nighttime lows are 67°F. Finish up your sightseeing early on the 30th (Fri) so you can go by car back home.

Things to do in Centerport

Museums Historic Sites Parks

Side Trips

Garden City, Oyster Bay, Tanger Outlets, Long Island Maritime Museum, American Guitar Museum
Highlights from your plan
Sagamore Hill National Historic Site ©
Vanderbilt Museum and Planetarium ©
Vanderbilt Museum and Planetarium
Cradle of Aviation Museum ©
Cradle of Aviation Museum

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